84586-48-1Relevant academic research and scientific papers
General reaction conditions for the palladium-catalyzed vinylation of aryl chlorides with potassium alkenyltrifluoroborates
Alacid, Emilio,Najera, Carmen
supporting information; experimental part, p. 8191 - 8195 (2010/03/04)
(Chemical Equation Presented) Activated and deactivated aryl and heteroaryl chlorides are efficiently cross-coupled with potassium vinyl- and alkenyltrifluoroborates using 4-hydroxyacetophenone oxime derived palladacycle as precatalyst in 1 to 3 mol % Pd loading, Binap as ligand, and Cs 2CO3 as base in DMF at 120°C. The reactions can also be performed using Pd(OAc)2 as Pd(0) source, although with lower efficiency. Bidentate ligands such as Binap and dppp can be used, the former being the best choice. Only in the case of deactivated aryl chlorides should the reaction temperature be increased to 160°C to achieve good yields. The corresponding cross-coupled compounds, such as styrenes, stilbenes, and alkenylarenes, are obtained in good yields and with high regio- and diastereoselectivity. 2009 American Chemical Society.
Studies on Pyrimidine Derivatives. XXX. The Palladium-Catalyzed Cross-Coupling Reaction of Iodopyrimidines with Terminal Olefinic Compounds
Sakamoto, Takao,Arakida, Hiroko,Edo, Kiyoto,Yamanaka, Hiroshi
, p. 3647 - 3656 (2007/10/02)
The influence of triphenylphosphine, used as a ligand, on the palladium-catalyzed cross-coupling reaction of iodopyrimidines with olefins such as ethyl acrylate, acrylonitrile, and styrene was investigated.In general, the addition of triphenylphosphine was concluded to retard the reaction in the pyrimidine series.The effect of triphenylphosphine in the monoazine series is also discussed.Keywords - palladium catalyst; carbon-carbon bond formation; homo-coupling reaction of N-heteroaromatic iodide; raction conditions; six-membered N-heteroaromatic iodide; substituted ethenylpyrimidine
